CA2011694A1 - Water-absorbing resin composition containing metallophthalocyanine - Google Patents
Water-absorbing resin composition containing metallophthalocyanineInfo
- Publication number
- CA2011694A1 CA2011694A1 CA002011694A CA2011694A CA2011694A1 CA 2011694 A1 CA2011694 A1 CA 2011694A1 CA 002011694 A CA002011694 A CA 002011694A CA 2011694 A CA2011694 A CA 2011694A CA 2011694 A1 CA2011694 A1 CA 2011694A1
- Authority
- CA
- Canada
- Prior art keywords
- water
- absorbing resin
- group
- metallophthalocyanine
- resin composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000011342 resin composition Substances 0.000 title claims abstract description 27
- 229920003240 metallophthalocyanine polymer Polymers 0.000 title claims description 29
- 229920005989 resin Polymers 0.000 claims abstract description 31
- 239000011347 resin Substances 0.000 claims abstract description 31
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 28
- 238000000034 method Methods 0.000 claims abstract description 9
- 239000000203 mixture Substances 0.000 claims description 20
- 230000001877 deodorizing effect Effects 0.000 claims description 19
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 8
- 229920002472 Starch Polymers 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
- 239000008107 starch Substances 0.000 claims description 5
- 235000019698 starch Nutrition 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 229920000058 polyacrylate Polymers 0.000 claims description 3
- 229940070721 polyacrylate Drugs 0.000 claims 2
- 239000002781 deodorant agent Substances 0.000 abstract description 14
- -1 chloroformyl group Chemical group 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
- 239000000126 substance Substances 0.000 description 10
- 239000000843 powder Substances 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- KMHSUNDEGHRBNV-UHFFFAOYSA-N 2,4-dichloropyrimidine-5-carbonitrile Chemical compound ClC1=NC=C(C#N)C(Cl)=N1 KMHSUNDEGHRBNV-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 125000003277 amino group Chemical group 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 5
- 239000000306 component Substances 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
- 125000004414 alkyl thio group Chemical group 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000008400 supply water Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 125000003368 amide group Chemical group 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 125000004185 ester group Chemical group 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 3
- 238000011056 performance test Methods 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 2
- 239000004606 Fillers/Extenders Substances 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 125000003172 aldehyde group Chemical group 0.000 description 2
- 125000004104 aryloxy group Chemical group 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000002560 nitrile group Chemical group 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 239000004745 nonwoven fabric Substances 0.000 description 2
- 239000000123 paper Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- 125000000547 substituted alkyl group Chemical group 0.000 description 2
- 125000003396 thiol group Chemical group [H]S* 0.000 description 2
- 210000002700 urine Anatomy 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 241000147041 Guaiacum officinale Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- 229920002845 Poly(methacrylic acid) Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 229920003180 amino resin Polymers 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 125000005129 aryl carbonyl group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- XLXGCFTYXICXJF-UHFFFAOYSA-N ethylsilicon Chemical compound CC[Si] XLXGCFTYXICXJF-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 229940091561 guaiac Drugs 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- NCWQJOGVLLNWEO-UHFFFAOYSA-N methylsilicon Chemical compound [Si]C NCWQJOGVLLNWEO-UHFFFAOYSA-N 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052762 osmium Inorganic materials 0.000 description 1
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 1
- 230000033116 oxidation-reduction process Effects 0.000 description 1
- 238000006864 oxidative decomposition reaction Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001290 polyvinyl ester Polymers 0.000 description 1
- 230000000063 preceeding effect Effects 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical group ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M thiocyanate group Chemical group [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical class OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/46—Deodorants or malodour counteractants, e.g. to inhibit the formation of ammonia or bacteria
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/01—Deodorant compositions
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0091—Complexes with metal-heteroatom-bonds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/58—Metal complex; Coordination compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/20—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials
- A61L2300/30—Compounds of undetermined constitution extracted from natural sources, e.g. Aloe Vera
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Birds (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Hematology (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
ABSTRACT OF THE DISCLOSURE
Disclosed herein are a water-absorbing resin composi-tion composed of a water-absorbing resin and a metallo-phthalocyanine, and a method for utilizing the water-absorbing resin composition as a deodorant in the presence of water.
Disclosed herein are a water-absorbing resin composi-tion composed of a water-absorbing resin and a metallo-phthalocyanine, and a method for utilizing the water-absorbing resin composition as a deodorant in the presence of water.
Description
2~11694 SPECIFICATION
WATER-ABSORBING RESIN COMPOSITIQN
CONTAINING METALLOPHTEALOCYANINE
BACKGROUND OF THE INVENTION
1. Field of the Invention:
The present inventlon relates to a water-absorbing resin composition containing a metallophthalocyanine, which exhibits the outstanding chemical activity particu-larly in the presence of water, and also to a method of utilizing said resin composition. The resin composition of the present invention is useful particularly as a deodorant. It will also find use in any other application areas where it is possible to utilize the chemical activ--ity of metallophthalocyanines.
2. Description of the Prior Art:
It is known that such metal complexes as metallo-porphyrins and metalloporphyrazines have an oxidation-reduction power and hence an ability to decompose a variety of chemical substances by their catalytic action.
In the case where the chemical substances are the compo-nents of an offensive odor, their ability produces a deodorizing effect through the decomposition of such com-ponents. Above all, metallophthalocyanines are considered 201 1~4 to be promising as a deodorant and their usage is under study on account of their characteristic properties given below.
(l) Capable of decomposing smelly substances rapidly and efficiently.
(2) Capable of reactions at normal temperature.
WATER-ABSORBING RESIN COMPOSITIQN
CONTAINING METALLOPHTEALOCYANINE
BACKGROUND OF THE INVENTION
1. Field of the Invention:
The present inventlon relates to a water-absorbing resin composition containing a metallophthalocyanine, which exhibits the outstanding chemical activity particu-larly in the presence of water, and also to a method of utilizing said resin composition. The resin composition of the present invention is useful particularly as a deodorant. It will also find use in any other application areas where it is possible to utilize the chemical activ--ity of metallophthalocyanines.
2. Description of the Prior Art:
It is known that such metal complexes as metallo-porphyrins and metalloporphyrazines have an oxidation-reduction power and hence an ability to decompose a variety of chemical substances by their catalytic action.
In the case where the chemical substances are the compo-nents of an offensive odor, their ability produces a deodorizing effect through the decomposition of such com-ponents. Above all, metallophthalocyanines are considered 201 1~4 to be promising as a deodorant and their usage is under study on account of their characteristic properties given below.
(l) Capable of decomposing smelly substances rapidly and efficiently.
(2) Capable of reactions at normal temperature.
(3) Capable of decomposition reactions in the presence of water.
(4) Capable of utilizing oxygen in the air for oxidative decomposition.
(5) Capable fo cyclic reactions with a long catalyst life.
For practical use as a deodorant, a metallophthalo-cyanine is made water-soluble by the introduction of sub-stituent groups into it (as proposed in Japanese Patent Publication No. 57063/1988), or -thus prepared water-so]uble metallophthalocyanine is bound to a polymeric com-pound such as polystyrene and polyvinyl alcohol, for con-venient use in the form of fiber, film, or powder (as pro-posed in Japanese Patent Publication No. 11307/1989).
It should be noted that the above-mentioned metallo-phthalocyanine is effective as a catalyst for the decompo-sition of smelly substances only in the presence of water, and that it does not exhibit the satisfactory catalytic activity when the amount of water is insufficient.
2 ~ 9 4 According to the conventional technology, therefore, it llas been an important practlce to supply water in some form to the reaction system in which a metallophthalo-cyanine is involved, thereby keeping it active. Neverthe-less, no due attention has been paid to the specific means to supply water. There has been no adequate means to supply as much water as necessary in a stable manner over a long period of time. Therefore, it has been necessary to supply water frequently to maintain the desired activ-ity, because the shortage of water supply reduces the activity and the water supplied evaporates constantly, resulting in the reduced activity. In other words, it is difficult to keep the activity of a metallophthalocyanine.
It is an object of the present invention to address the above-mentioned problem and hence to provide a means to supply water in a stable manner to a metallophthalo-cyanine, thereby keeping it active for a long period of time.
SUMMARY OF THE INVENTION
The above-mentioned object is achieved by a resin composition which is composed of a water-absorbing resin and a metallophthalocyanine as an active ingredient, said resin composition permitting the metallophthalocyanine to be active continuously in the presence of water. This resin composition extremely promotes the decomposition of 2011~
smelly substances because it contains a metallophthalo-cyanine and water together. Therefore, it will find use in a broad range of applica-tion areas where deodorizing is re~uired. The use of the present invention is not limited to deodorizing; but it also includes those areas in which a metallophthalocyanine exhibits lts chemical activity in the presence of water.
DETAILED DESCRIPTION OF THE I~VENTION
The metallophthalocyanine used in the present inven-tion is represented by the following formula.
~N ~
N
~ M N
(~ ~ N -.l, ~ 9 (where M denotes a metal atom; and one or more of Y1-Y~ are the same or different substituent groups, with the remain-der being hydrogen atoms.) The metal atom denoted by M in the above formula includes, for example, iron, cobalt, copper, nickel, man-2011~9~
ganese, osmium, titanium, molybdenum, and -tungsten. Iron and cobalt produce the best deodorizing effect. The sub-stituent groups denoted by Yl-Y4 include, for example, alkyl group, substituted alkyl group, aryl group, halogen, nitro group, amino group, substituted amino group, azo group, thiocyanate group, carboxyl group, chloroformyl group, aldehyde group, amide group, ester group, acyl group, nitrile group, hydroxyl group, alkoxyl group, aryloxy group, sulfonic group, sulfonylchloride group, sulfoneamide group, mercapto group, alkylmercapto group, alkyl silicon group, and vinyl group. The carboxyl group or sulfonic group may form a metal salt, and the amino group may form a quaternary salt.
The above-mentioned substituent groups are explained further below with reference to typical examples. The alkyl group is exemplified by lower alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, tertiary butyl, pentyl, and hexyl The substituted alkyl group is exem-plified by those groups formed by substituting the above-mentioned lower alkyl group with a halogen, nitro group, amino group, carboxyl group, aldehyde group, amide group, ester group, nitrile group, hydroxyl group, mercapto group, alkoxyl group, alkylmercapto group, or aryl group, in an arbitrary position. The aryl group is exemplified by phenyl and naphthyl. The substituted amino group is exemplified by a secondary or tertiary amino group substi-tuted with an alkyl group or aryl group. The amide group is exemplified by a carbamoyl group and a carbamoyl group with an amino group therein substituted with an alkyl group or aryl group. The ester group is exemplified by a variety of acyloxy and carboalkoxy groups. The acyl group is exemplified by lower alkane carbonyl groups such as aeetyl, propionyl, and butyryl, and aryl carbonyl such as benzene earbonyl and naphthalene carbonyl. The alkoxyl group is exemplified by lower alkoxyl groups such as methoxy, ethoxy, propoxy, butoxy, and tertiary butoxy.
The aryloxy group is exemplified by phenoxy and naphthoxy.
The alkylmercapto group is exemplified by lower alkylthio groups such as methylthio, ethylthio, and propylthio. The alkyl silicon is exemplified by lower alkyl silicon such as methyl silicon, ethyl silicon, and propyl silieon.
In addition, the above-mentioned substituent groups may be eombined with an inorganic substanee or polymeric eompound. The inorganic substance includes, for example, silica gel, glass fiber, and carbon fiber; and the poly-meric compound includes natural polymeric compounds and derivatives thereof such as cellulose, starch, gelatin, casein, and guaiac gum, and also includes synthetic poly-meric compounds such as polyvinyl alcohol, poly(meth)-acrylic acid and metal salts thereof or alkyl ester 2~1169~
thereof, poly(meth)acrylamide, polymono- or polydialkyl-amino(meth)acrylate, polyhydroxyalkyl(meth)acrylate, poly-vinylsulfonic acid and metal salts thereof, polyvinyl esters, polystyrene, polyvinyl acetal, polyester, poly-amide, amino resin, alkyd resin, and copolymers thereof, which can combine with the above-mentioned substituent groups.
The water-absorbing resin used in the present inven-tion is not specifically limited so long as it has an ade-quate degree of water absorption and water retention. It should be able to absorb more than twice as much water as the weight of its own (preferably 5-1000 times the weight of its own), so that it permits the metallophthalocyanine to fully exhibit its activity. Examples of such water-absorbing resins include cross-linked polyacrylate, acrylic acid-grafted starch, a neutralized product of cross-linked isobutylene-maleic anhydride copolymer, and a saponified product of vinyl acetate-acrylate ester copo-lymer.
The water-absorbing resin may be incorporated with the metallophthalocyanine in any manner. The incorpora-tion may be accomplished by for example, mixing the water-absorbing resin in powder form with the metallophthalo-cyanine by wet process; by mixing the water-absorbing resin in the form of water-containing gel as an intermedi-ate with the metallophthalocyanine ln powder form; and by polymerizing the water-absorbing resin in the presence of the metallophthalocyanine.
The ratio of the water-absorblng resin to the metallophthalocyanine may be established according to the degree of activity required. It is usually 100,000 to 1 or below, preferably 0.1-10,000 to 1. With a ratio exceeding 100,000 to 1, the resulting composltlon contains too small an amount of metallophthalocyanine to produce the deodorizing effect. In the contrary, with a ratio ;lower than 0.1 to 1~, the resulting composition is of no practical use~f~or economical reason and inability to supply~sufficient water.
Wh~en used a~s~a~deodorant, the composltlon obtained as mentloned~above~possesses the fo1lowing advantages over a matal>lophthalooyanine used;alone.~ ~
Improved deodorizing action~and durability A metallophthalocyanine produces its deodorizing actlon very effectively in the presence of water as men-tibned~above, and the ater-absorblng~ res~in absorbs mois-ture from air or water in contact with it and retains the absorbed water. When a metallophthalocyanine and a water-absorbl~ng resin are~combined together, the latter provides the former wlth water at all tlmes,~permittlng the former ~, ~ 0 ~
. `
. ::
201~9~
to produce the deodorizing action for a long period of time. This feature is of practical importance, while a resin having no water-absorbing ability doesn't have this feature.
(2) Increased effective area for activity A metallophthalocyanine powder incorporated into the water-absorbing resin is dispersed in a comparatively large volume. This gives a small amount of metallo-phthalocyanine powder more chances of coming into contact with a smelly gas, which leads to an increased deodorizing effect. Therefore, the composition obviates the need of using the expensive component in large quantities.
(3) Effect of the water-absorbing resin as an extender A metallophthalocyanine powder is so fine and light that it scatters easily and poses a dust problem, making its handling difficult. This drawback is eliminated by compounding it with the water-absorbing resin. The resulting composition is easy and safe to handle.
There are no restrictions on the usage of the water-absorbing resin composition pertaining to the present invention. The composition may be used as such in the form of powder. The composition may also be formed into granules, pellets, or compressed moldings. Moreover, it may be sandwiched between layers of paper, nonwoven fabric, or cloth, or it may be impregnated into or attached to a moisture-permeable material such as paper, nonwoven fabric, cloth, and film, or it may be blended with rubber or plastics. The composition may also be mixed with any organic or inorganic extender, and the resulting mixture may be used in any form as mentioned above.
Incidentally, the water-absorbing resin composition of the present invention becomes active as soon as it absorbs moisture from air; however, it may be supplied with water when it is put to use.
As mentioned above, the water-absorbing resin compo-sition of the present invention effectively deodorizes smelly substances present in the surroundings of our daily life. Since it functions as a catalyst for deodorizing, it is not consumed. Therefore, it retains its deodorizing action for a long period of time. In conclusion, it is a very useful deodorant.
EXAMPLES
Example 1 A water-absorbing resin composition (1) was prepared from the following two components by wet mixing at normal temperature.
500 g of water-absorbing resin ("Aquaric CA", cross-linked polyacrylate, made by Nippon Shokubai Kagaku Kogyo Co., Ltd.) 201~6~4 5 g of iron phthalocyanine octacarboxylic acid in powder form ("Earthclean", made by Nisshin Flour Milling Co., Ltd.) Examples 2 and 3 Water-absorbing resin compositions (2) and (3) were prepared in the same manner as in Example 1 except that the iron phthalocyanine octacarboxylic acid was replaced by a metallophthalocyanine defined in Table 1.
Table 1 Example No. Y1 Y2 - Y4 M
H COOH H H Fe H COOH COOH H Co Example 4 A water-absorbing resin composition (4) was prepared in the same manner as in Example 1 except that the water-absorbing resin was replaced by a commercial water-absorbing resin (acrylic acid-grafted starch).
Example 5 A water-absorbing resin composition (S) was prepared in the same manner as in Example 1 except that the amount of the iron phthalocyanine octacarboxylic acid was changed to 50 g.
2 0 ~ 4 Comparative Example 1 The iron phthalocyanine octacarboxylic acid in power form was used as such as a deodorant sample.
Comparative Example 2 The water-absorbing resin ("Aquaric CA") used in Example 1 was used alone as a deodorant sample.
Comparative ~xample 3 A mixture of 5 g of iron phthalocyanine octacarbox-ylic acid in power form and 25 g of water was used as a deodorant sample.
Performance Test 1 Each of the deodorant samples prepared as mentioned above was weighed into a Petri dish (10 cm in diameter) in such an amount that the weighed sample contained 30 mg of the metallophthalocyanine. The samples of Examples 1 to 5 and Comparative Example 2 were given 100 ml of water so that they absorb water to become a gel. The Petri dish was placed in a 1-liter polypropylene container closed with a lid.
Into each container were introduced ethyl mercaptan and ammonia gas, respectively with the initial concentra-tion being 7,000 ppm. Thirty minutes later, the amount of the remaining gases was measured by gas chromatography or 2~1169~
by gastic reactotube method. The residue (%) of each smelly component was obtained. The results are shown in Table 2.
Table 2 DesignationAmount ofAmount oSResidue (%)Residue (%) of deodorantresin^'deodorantof ethyl of ammonia taken (mg)mercaptan gas Composition (1) 100 3,030 undetectable undetectable Composition (2) 100 3,030 undetectable undetectable Composition (3) iO0 3,030 undetectable undetectable Composition (4) 100 3,030 undetectable unde~ectable Composition (5) 10 330 undetectable undetectable Comparative 0 ~2 30 90 75 Example 1 Comparative ~3 3 ,000 100 40 Example 2 _ Comparative 0 180 5 35 Example 3 ~1: Ratio (by weight) oS water-absorbing resin to metallophthalocyanine.
~2: Contains no resin.
~3: Contains no metallophthalocyanine.
It is noted from Table 2 that the water-absorbing resin composition of the present invention produced the outstanding deodorizing effect on both ethyl mercaptan and ammonia gas.
Performance Test 2 Five grams each of the water-absorbing resin composi-tions (1) and (2) obtained in Examples 1 and 2, respec-tively, was placed in a plastics container (120 mL). In the container was placed 100 mL of urine collected from 15 adult males. Thirty minutes later, the container was examined for odor by 50 male panelists (23-49 years old) with reference to the control containing no deodorant.
The results are shown in Table 3.
Table 3 Number of Number of Number of Deodorant panelists panelists Panelists who noticed who noticed who noticed no smell a weak smell a strong smell Composition (1) 50 O O
Composition ~2) 48 2 O
Without deodorant 50 It is noted from Table 3 that the water-absorbing resin composition of the present invention produces an outstanding deodorizing effect for human urine.
Examples 6 and 7 Water-absorbing compositions ~6) and (7) were pre-pared in the same manner as in Example 1 except that the amount of the iron phthalocyanine octacarboxylic acid (in powder form) was changed to 0.5 g and 0.25 g, respec-tively.
201169~
Performance Test 3 Three grams each of the water-absorbing resin compo-sitions (1), (6), and (7) was placed in a 1.5-liter plas-tics container. To the container was added 300 g of water for the gelation of the resin composition.
Into each container was introduced hydrogen sulfide, with the initial concentration being 100 ppm. Sixty minutes later, the amount of remaining hydrogen sulfide was measured by the gastic reactotube method. The residue in percent was obtained. The results are shown in Table 4.
Table 4 Amount ofAmount ofResidue ~%) Deodorant resin *'deodorantof hydrogen taken (g)sulfide _ Composition (1) 100 undetectable Composition (2) 1000 3 undetectable _ Composition (3) 2000 3 5 *1: Ratio (by weight) of water-absorbing resin to metallophthalocyanine.
It is noted from Table 4 that the water-absorbing resin composition of the present invention produces a suf-ficient deodorizing effect even when the amount of resin is as large as 2000 parts by weight for 1 part by weight of the metallophthalocyanine. However, it is desirable that the amount of resin should be properly adjusted according to the deodorizing performance required.
~01~6~
Although the invention has been illustrated by the preceeding examples, it is not to be construded as being limited to the materials employed therein, but rather the invention encompasses the generic area as hereinbefore disclosed.
For practical use as a deodorant, a metallophthalo-cyanine is made water-soluble by the introduction of sub-stituent groups into it (as proposed in Japanese Patent Publication No. 57063/1988), or -thus prepared water-so]uble metallophthalocyanine is bound to a polymeric com-pound such as polystyrene and polyvinyl alcohol, for con-venient use in the form of fiber, film, or powder (as pro-posed in Japanese Patent Publication No. 11307/1989).
It should be noted that the above-mentioned metallo-phthalocyanine is effective as a catalyst for the decompo-sition of smelly substances only in the presence of water, and that it does not exhibit the satisfactory catalytic activity when the amount of water is insufficient.
2 ~ 9 4 According to the conventional technology, therefore, it llas been an important practlce to supply water in some form to the reaction system in which a metallophthalo-cyanine is involved, thereby keeping it active. Neverthe-less, no due attention has been paid to the specific means to supply water. There has been no adequate means to supply as much water as necessary in a stable manner over a long period of time. Therefore, it has been necessary to supply water frequently to maintain the desired activ-ity, because the shortage of water supply reduces the activity and the water supplied evaporates constantly, resulting in the reduced activity. In other words, it is difficult to keep the activity of a metallophthalocyanine.
It is an object of the present invention to address the above-mentioned problem and hence to provide a means to supply water in a stable manner to a metallophthalo-cyanine, thereby keeping it active for a long period of time.
SUMMARY OF THE INVENTION
The above-mentioned object is achieved by a resin composition which is composed of a water-absorbing resin and a metallophthalocyanine as an active ingredient, said resin composition permitting the metallophthalocyanine to be active continuously in the presence of water. This resin composition extremely promotes the decomposition of 2011~
smelly substances because it contains a metallophthalo-cyanine and water together. Therefore, it will find use in a broad range of applica-tion areas where deodorizing is re~uired. The use of the present invention is not limited to deodorizing; but it also includes those areas in which a metallophthalocyanine exhibits lts chemical activity in the presence of water.
DETAILED DESCRIPTION OF THE I~VENTION
The metallophthalocyanine used in the present inven-tion is represented by the following formula.
~N ~
N
~ M N
(~ ~ N -.l, ~ 9 (where M denotes a metal atom; and one or more of Y1-Y~ are the same or different substituent groups, with the remain-der being hydrogen atoms.) The metal atom denoted by M in the above formula includes, for example, iron, cobalt, copper, nickel, man-2011~9~
ganese, osmium, titanium, molybdenum, and -tungsten. Iron and cobalt produce the best deodorizing effect. The sub-stituent groups denoted by Yl-Y4 include, for example, alkyl group, substituted alkyl group, aryl group, halogen, nitro group, amino group, substituted amino group, azo group, thiocyanate group, carboxyl group, chloroformyl group, aldehyde group, amide group, ester group, acyl group, nitrile group, hydroxyl group, alkoxyl group, aryloxy group, sulfonic group, sulfonylchloride group, sulfoneamide group, mercapto group, alkylmercapto group, alkyl silicon group, and vinyl group. The carboxyl group or sulfonic group may form a metal salt, and the amino group may form a quaternary salt.
The above-mentioned substituent groups are explained further below with reference to typical examples. The alkyl group is exemplified by lower alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, tertiary butyl, pentyl, and hexyl The substituted alkyl group is exem-plified by those groups formed by substituting the above-mentioned lower alkyl group with a halogen, nitro group, amino group, carboxyl group, aldehyde group, amide group, ester group, nitrile group, hydroxyl group, mercapto group, alkoxyl group, alkylmercapto group, or aryl group, in an arbitrary position. The aryl group is exemplified by phenyl and naphthyl. The substituted amino group is exemplified by a secondary or tertiary amino group substi-tuted with an alkyl group or aryl group. The amide group is exemplified by a carbamoyl group and a carbamoyl group with an amino group therein substituted with an alkyl group or aryl group. The ester group is exemplified by a variety of acyloxy and carboalkoxy groups. The acyl group is exemplified by lower alkane carbonyl groups such as aeetyl, propionyl, and butyryl, and aryl carbonyl such as benzene earbonyl and naphthalene carbonyl. The alkoxyl group is exemplified by lower alkoxyl groups such as methoxy, ethoxy, propoxy, butoxy, and tertiary butoxy.
The aryloxy group is exemplified by phenoxy and naphthoxy.
The alkylmercapto group is exemplified by lower alkylthio groups such as methylthio, ethylthio, and propylthio. The alkyl silicon is exemplified by lower alkyl silicon such as methyl silicon, ethyl silicon, and propyl silieon.
In addition, the above-mentioned substituent groups may be eombined with an inorganic substanee or polymeric eompound. The inorganic substance includes, for example, silica gel, glass fiber, and carbon fiber; and the poly-meric compound includes natural polymeric compounds and derivatives thereof such as cellulose, starch, gelatin, casein, and guaiac gum, and also includes synthetic poly-meric compounds such as polyvinyl alcohol, poly(meth)-acrylic acid and metal salts thereof or alkyl ester 2~1169~
thereof, poly(meth)acrylamide, polymono- or polydialkyl-amino(meth)acrylate, polyhydroxyalkyl(meth)acrylate, poly-vinylsulfonic acid and metal salts thereof, polyvinyl esters, polystyrene, polyvinyl acetal, polyester, poly-amide, amino resin, alkyd resin, and copolymers thereof, which can combine with the above-mentioned substituent groups.
The water-absorbing resin used in the present inven-tion is not specifically limited so long as it has an ade-quate degree of water absorption and water retention. It should be able to absorb more than twice as much water as the weight of its own (preferably 5-1000 times the weight of its own), so that it permits the metallophthalocyanine to fully exhibit its activity. Examples of such water-absorbing resins include cross-linked polyacrylate, acrylic acid-grafted starch, a neutralized product of cross-linked isobutylene-maleic anhydride copolymer, and a saponified product of vinyl acetate-acrylate ester copo-lymer.
The water-absorbing resin may be incorporated with the metallophthalocyanine in any manner. The incorpora-tion may be accomplished by for example, mixing the water-absorbing resin in powder form with the metallophthalo-cyanine by wet process; by mixing the water-absorbing resin in the form of water-containing gel as an intermedi-ate with the metallophthalocyanine ln powder form; and by polymerizing the water-absorbing resin in the presence of the metallophthalocyanine.
The ratio of the water-absorblng resin to the metallophthalocyanine may be established according to the degree of activity required. It is usually 100,000 to 1 or below, preferably 0.1-10,000 to 1. With a ratio exceeding 100,000 to 1, the resulting composltlon contains too small an amount of metallophthalocyanine to produce the deodorizing effect. In the contrary, with a ratio ;lower than 0.1 to 1~, the resulting composition is of no practical use~f~or economical reason and inability to supply~sufficient water.
Wh~en used a~s~a~deodorant, the composltlon obtained as mentloned~above~possesses the fo1lowing advantages over a matal>lophthalooyanine used;alone.~ ~
Improved deodorizing action~and durability A metallophthalocyanine produces its deodorizing actlon very effectively in the presence of water as men-tibned~above, and the ater-absorblng~ res~in absorbs mois-ture from air or water in contact with it and retains the absorbed water. When a metallophthalocyanine and a water-absorbl~ng resin are~combined together, the latter provides the former wlth water at all tlmes,~permittlng the former ~, ~ 0 ~
. `
. ::
201~9~
to produce the deodorizing action for a long period of time. This feature is of practical importance, while a resin having no water-absorbing ability doesn't have this feature.
(2) Increased effective area for activity A metallophthalocyanine powder incorporated into the water-absorbing resin is dispersed in a comparatively large volume. This gives a small amount of metallo-phthalocyanine powder more chances of coming into contact with a smelly gas, which leads to an increased deodorizing effect. Therefore, the composition obviates the need of using the expensive component in large quantities.
(3) Effect of the water-absorbing resin as an extender A metallophthalocyanine powder is so fine and light that it scatters easily and poses a dust problem, making its handling difficult. This drawback is eliminated by compounding it with the water-absorbing resin. The resulting composition is easy and safe to handle.
There are no restrictions on the usage of the water-absorbing resin composition pertaining to the present invention. The composition may be used as such in the form of powder. The composition may also be formed into granules, pellets, or compressed moldings. Moreover, it may be sandwiched between layers of paper, nonwoven fabric, or cloth, or it may be impregnated into or attached to a moisture-permeable material such as paper, nonwoven fabric, cloth, and film, or it may be blended with rubber or plastics. The composition may also be mixed with any organic or inorganic extender, and the resulting mixture may be used in any form as mentioned above.
Incidentally, the water-absorbing resin composition of the present invention becomes active as soon as it absorbs moisture from air; however, it may be supplied with water when it is put to use.
As mentioned above, the water-absorbing resin compo-sition of the present invention effectively deodorizes smelly substances present in the surroundings of our daily life. Since it functions as a catalyst for deodorizing, it is not consumed. Therefore, it retains its deodorizing action for a long period of time. In conclusion, it is a very useful deodorant.
EXAMPLES
Example 1 A water-absorbing resin composition (1) was prepared from the following two components by wet mixing at normal temperature.
500 g of water-absorbing resin ("Aquaric CA", cross-linked polyacrylate, made by Nippon Shokubai Kagaku Kogyo Co., Ltd.) 201~6~4 5 g of iron phthalocyanine octacarboxylic acid in powder form ("Earthclean", made by Nisshin Flour Milling Co., Ltd.) Examples 2 and 3 Water-absorbing resin compositions (2) and (3) were prepared in the same manner as in Example 1 except that the iron phthalocyanine octacarboxylic acid was replaced by a metallophthalocyanine defined in Table 1.
Table 1 Example No. Y1 Y2 - Y4 M
H COOH H H Fe H COOH COOH H Co Example 4 A water-absorbing resin composition (4) was prepared in the same manner as in Example 1 except that the water-absorbing resin was replaced by a commercial water-absorbing resin (acrylic acid-grafted starch).
Example 5 A water-absorbing resin composition (S) was prepared in the same manner as in Example 1 except that the amount of the iron phthalocyanine octacarboxylic acid was changed to 50 g.
2 0 ~ 4 Comparative Example 1 The iron phthalocyanine octacarboxylic acid in power form was used as such as a deodorant sample.
Comparative Example 2 The water-absorbing resin ("Aquaric CA") used in Example 1 was used alone as a deodorant sample.
Comparative ~xample 3 A mixture of 5 g of iron phthalocyanine octacarbox-ylic acid in power form and 25 g of water was used as a deodorant sample.
Performance Test 1 Each of the deodorant samples prepared as mentioned above was weighed into a Petri dish (10 cm in diameter) in such an amount that the weighed sample contained 30 mg of the metallophthalocyanine. The samples of Examples 1 to 5 and Comparative Example 2 were given 100 ml of water so that they absorb water to become a gel. The Petri dish was placed in a 1-liter polypropylene container closed with a lid.
Into each container were introduced ethyl mercaptan and ammonia gas, respectively with the initial concentra-tion being 7,000 ppm. Thirty minutes later, the amount of the remaining gases was measured by gas chromatography or 2~1169~
by gastic reactotube method. The residue (%) of each smelly component was obtained. The results are shown in Table 2.
Table 2 DesignationAmount ofAmount oSResidue (%)Residue (%) of deodorantresin^'deodorantof ethyl of ammonia taken (mg)mercaptan gas Composition (1) 100 3,030 undetectable undetectable Composition (2) 100 3,030 undetectable undetectable Composition (3) iO0 3,030 undetectable undetectable Composition (4) 100 3,030 undetectable unde~ectable Composition (5) 10 330 undetectable undetectable Comparative 0 ~2 30 90 75 Example 1 Comparative ~3 3 ,000 100 40 Example 2 _ Comparative 0 180 5 35 Example 3 ~1: Ratio (by weight) oS water-absorbing resin to metallophthalocyanine.
~2: Contains no resin.
~3: Contains no metallophthalocyanine.
It is noted from Table 2 that the water-absorbing resin composition of the present invention produced the outstanding deodorizing effect on both ethyl mercaptan and ammonia gas.
Performance Test 2 Five grams each of the water-absorbing resin composi-tions (1) and (2) obtained in Examples 1 and 2, respec-tively, was placed in a plastics container (120 mL). In the container was placed 100 mL of urine collected from 15 adult males. Thirty minutes later, the container was examined for odor by 50 male panelists (23-49 years old) with reference to the control containing no deodorant.
The results are shown in Table 3.
Table 3 Number of Number of Number of Deodorant panelists panelists Panelists who noticed who noticed who noticed no smell a weak smell a strong smell Composition (1) 50 O O
Composition ~2) 48 2 O
Without deodorant 50 It is noted from Table 3 that the water-absorbing resin composition of the present invention produces an outstanding deodorizing effect for human urine.
Examples 6 and 7 Water-absorbing compositions ~6) and (7) were pre-pared in the same manner as in Example 1 except that the amount of the iron phthalocyanine octacarboxylic acid (in powder form) was changed to 0.5 g and 0.25 g, respec-tively.
201169~
Performance Test 3 Three grams each of the water-absorbing resin compo-sitions (1), (6), and (7) was placed in a 1.5-liter plas-tics container. To the container was added 300 g of water for the gelation of the resin composition.
Into each container was introduced hydrogen sulfide, with the initial concentration being 100 ppm. Sixty minutes later, the amount of remaining hydrogen sulfide was measured by the gastic reactotube method. The residue in percent was obtained. The results are shown in Table 4.
Table 4 Amount ofAmount ofResidue ~%) Deodorant resin *'deodorantof hydrogen taken (g)sulfide _ Composition (1) 100 undetectable Composition (2) 1000 3 undetectable _ Composition (3) 2000 3 5 *1: Ratio (by weight) of water-absorbing resin to metallophthalocyanine.
It is noted from Table 4 that the water-absorbing resin composition of the present invention produces a suf-ficient deodorizing effect even when the amount of resin is as large as 2000 parts by weight for 1 part by weight of the metallophthalocyanine. However, it is desirable that the amount of resin should be properly adjusted according to the deodorizing performance required.
~01~6~
Although the invention has been illustrated by the preceeding examples, it is not to be construded as being limited to the materials employed therein, but rather the invention encompasses the generic area as hereinbefore disclosed.
Claims (8)
1. A water-absorbing resin composition which com-prises a water-absorbing resin and a metallophthalo-cyanine, said composition being intended for use in the presence of water.
2. A water-absorbing resin composition as claimed in Claim 1, wherein the water-absorbing resin is one which absorbs 5-1000 times as much water as its own weight.
3. A water-absorbing resin composition as claimed in Claim 2, wherein the water-absorbing resin is a cross-linked polyacrylate or acrylic acid-grafted starch.
4. A water-absorbing resin composition as claimed in claim 1, 2 or 3, wherein the metallophthalocyanine is represented by the formula:
wherein M denotes a metal atom; and one or more of Y1-Y4 are the same or different substituent groups selected from carboxyl group and sulfonic group, with the remainder being hydrogen atoms.
wherein M denotes a metal atom; and one or more of Y1-Y4 are the same or different substituent groups selected from carboxyl group and sulfonic group, with the remainder being hydrogen atoms.
5. A deodorizing method which comprises using a water-absorbing resin composition composed of a water-absorbing resin and a metallophthalocyanine, in the pres-ence of water.
6. A deodorizing method as claimed in Claim 5, wherein the water-absorbing resin is one which absorbs 5-1000 times as much water as its own weight.
7. A deodorizing method as claimed in Claim 6, wherein the water-absorbing resin is a cross-linked poly-acrylate or acrylic acid-grafted starch.
8. A deodorizing method as claimed in Claim 6, wherein the metallophthalocyanine is represented by the formula:
wherein M denotes a metal atom; and one or more of Y1-Y4 are the same or different substituent groups selected from carboxyl group and sulfonic group, with the remainder being hydrogen atoms.
wherein M denotes a metal atom; and one or more of Y1-Y4 are the same or different substituent groups selected from carboxyl group and sulfonic group, with the remainder being hydrogen atoms.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5545789 | 1989-03-08 | ||
| JP1-55457 | 1989-03-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2011694A1 true CA2011694A1 (en) | 1990-09-08 |
Family
ID=12999130
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002011694A Abandoned CA2011694A1 (en) | 1989-03-08 | 1990-03-07 | Water-absorbing resin composition containing metallophthalocyanine |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US5078992A (en) |
| EP (1) | EP0386723A1 (en) |
| JP (1) | JPH0373155A (en) |
| CA (1) | CA2011694A1 (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5610208A (en) | 1994-02-17 | 1997-03-11 | Nippon Shokubai Co., Ltd. | Water-absorbent agent, method for production thereof, and water-absorbent composition |
| US5595731A (en) * | 1994-03-21 | 1997-01-21 | Vallieres; Lucien | Organic fluid gelifying compounds |
| JP3461576B2 (en) * | 1994-06-09 | 2003-10-27 | ユニ・チャームペットケア株式会社 | Pet excrement treatment material |
| DE69739396D1 (en) * | 1996-10-02 | 2009-06-18 | Orient Chemical Ind | Metal phthalocyanine-containing deodorant |
| DE69930551T2 (en) | 1999-12-09 | 2006-12-28 | The Procter & Gamble Company, Cincinnati | ABSORBENT DISPOSABLE ARTICLES WITH A PATTERNED ODOR OR ANTIMICROBIAL DEFLECTIVE LAYER |
| AU2171400A (en) * | 1999-12-09 | 2001-06-18 | Procter & Gamble Company, The | Disposable absorbent article employing odor reduction layer containing metalphthalocyanine material |
| US6960702B1 (en) | 1999-12-09 | 2005-11-01 | The Procter & Gamble Company | Disposable absorbent article employing odor reduction layer containing metalphthalocyanine material |
| US6469080B2 (en) | 1999-12-15 | 2002-10-22 | Nippon Shokubai Co., Ltd. | Water-absorbent resin composition |
| WO2002091976A1 (en) * | 2001-05-16 | 2002-11-21 | The Procter & Gamble Company | A process for making a fibrous web containing a functional material |
| JP5426369B2 (en) * | 2006-07-06 | 2014-02-26 | ザ プロクター アンド ギャンブル カンパニー | Deodorant composition containing metal deodorant |
| FR2982770B1 (en) * | 2011-11-18 | 2014-09-26 | Oreal | COSMETIC USE OF CATALYTIC OXIDATION COMPOUNDS SELECTED FROM PORPHYRINS, PHTHALOCYANINS AND / OR PORPHYRAZINES AS DEODORANT AGENTS |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2789078A (en) * | 1953-04-20 | 1957-04-16 | Davies Young Soap Company | Disinfecting and deodorizing compositions and method of using same |
| US3725311A (en) * | 1972-05-15 | 1973-04-03 | Thuron Industries | Low temperature extrudable odor-neutralizing composition |
| CA1128258A (en) * | 1978-01-11 | 1982-07-27 | Nabil Y. Sakkab | Composition for combined washing and bleaching of fabrics |
| JPS54157834A (en) * | 1978-06-01 | 1979-12-13 | Nonchi Kk | Liquid deodorant |
| JPS6099166A (en) * | 1983-11-01 | 1985-06-03 | Tdk Corp | Conductive composition |
| JPS61171537A (en) * | 1985-01-24 | 1986-08-02 | Shigekazu Nakano | Gel-like adsorbent |
| JPS61258806A (en) * | 1985-05-11 | 1986-11-17 | Aasu Kuriin:Kk | Polymeric material with deodorant function |
| JPS61258815A (en) * | 1985-05-11 | 1986-11-17 | Aasu Kuriin:Kk | Polymeric material with deodorant function |
| JPH0622540B2 (en) * | 1985-12-18 | 1994-03-30 | 株式会社祥光化学研究所 | Structure with deodorant and antibacterial activity |
| EP0253890B1 (en) * | 1985-12-24 | 1993-02-24 | Daiwaboseki Kabushikikaisha | Deodorant bedding |
| JPS62233163A (en) * | 1986-04-03 | 1987-10-13 | エヌオーケー株式会社 | Deodorizing material |
| JPH0622548B2 (en) * | 1986-06-10 | 1994-03-30 | 日清製粉株式会社 | Deodorant containing metal phthalocyanine as a constituent component |
| JPS6365866A (en) * | 1986-09-08 | 1988-03-24 | ピクセス・インタ−ナシヨナル株式会社 | Deodorant |
| JPS6297555A (en) * | 1986-09-17 | 1987-05-07 | 白井 汪芳 | Deodorant |
-
1990
- 1990-03-06 US US07/489,098 patent/US5078992A/en not_active Expired - Fee Related
- 1990-03-07 JP JP2057488A patent/JPH0373155A/en active Granted
- 1990-03-07 EP EP90104337A patent/EP0386723A1/en not_active Withdrawn
- 1990-03-07 CA CA002011694A patent/CA2011694A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0373155A (en) | 1991-03-28 |
| EP0386723A1 (en) | 1990-09-12 |
| US5078992A (en) | 1992-01-07 |
| JPH0565190B2 (en) | 1993-09-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |